Water → Morpholino(3-nitrophenyl)methanone

HRID 2086799Notes

Reaction equation

HRID 2086799 reaction equation
[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[N+:7]([C:10]1[CH:11]=[C:12]([CH:16]=[CH:17][CH:18]=1)[C:13](Cl)=[O:14])([O-:9])=[O:8].C(OCC)(=O)C.O>ClCCl>[N+:7]([C:10]1[CH:11]=[C:12]([C:13]([N:1]2[CH2:6][CH2:5][O:4][CH2:3][CH2:2]2)=[O:14])[CH:16]=[CH:17][CH:18]=1)([O-:9])=[O:8]

Participants

6

Reactant 4

HCID 962WaterHCID 8083MorpholineHCID 8495Benzoyl chloride, 3-nitro-HCID 8857Ethyl Acetate

Product 1

HCID 225453Morpholino(3-nitrophenyl)methanone

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of morpholine (5.0 ml) in dichloromethane (50 ml) was added 3-nitrobenzoyl chloride (5.05 g). The mixture was stirred at room temperature for 15 minutes, then poured into a mixture of ethyl acetate and water. The organic phase was separated, washed with dilute hydrochloric acid, sodium bicarbonate and brine, dried over magnesium sulfate and concentrated to give 4-(3-nitrophenylcarbonyl)morpholine (6.46 g).

Workup

  1. customThe organic phase was separated
  2. washwashed with dilute hydrochloric acid, sodium bicarbonate and brine
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-98acea5fddcf4b9283e1e347499d990e
Source dataset
uspto-grants-2004_04
Patent number
US06727245B2

Reaction notes

Loading…